Preparation of ortho-alkylated phenols

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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C07C 3705, C07C 3906

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044476574

ABSTRACT:
Alkyl phenyl ethers may be induced to undergo thermal rearrangement on an alumina catalyst to afford the isomeric ortho-alkylphenol. Such rearrangement generally occurs under milder conditions than does the alkylation of a phenol with an olefin using the same alumina as an alkylating catalyst. Yields frequently are high with good selectivity.

REFERENCES:
patent: 2289886 (1942-07-01), Schmerling
patent: 2551628 (1951-05-01), Nickel
patent: 4283572 (1981-08-01), Klicker
Dewar et al. "Jour. Chem. Soc." (1959) pp. 4080-4095.
Dewar et al. "Jour. Chem. Soc." (1960) pp. 459-963.

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